Kid-friendly holiday rentals in Monterey
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Monterey
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Monterey family-friendly rentals
Kid-friendly house rentals
Home in New Marlborough
4.89 out of 5 average rating, 122 reviewsLake House in the Berkshire (Access Dock & Canoe
2–9 Oct
Home in Lee
5.0 out of 5 average rating, 230 reviewsBerkshire Mountain retreat with Urban eco-luxuries
19–26 Apr
Home in Becket
4.93 out of 5 average rating, 118 reviewsLake front retreat - Stylish Berkshire home
14–21 Dec
Home in Chester
4.96 out of 5 average rating, 311 reviewsRiverfront Getaway
30 Jul – 6 Aug
Home in New Lebanon
4.99 out of 5 average rating, 348 reviewsThe old sawmill from 1771
7–14 Sep
Home in Sheffield
4.9 out of 5 average rating, 107 reviewsWow! Best BERKSHIRE SnowHome #1 Private SuperClean
1–8 Oct
Home in Canaan
5.0 out of 5 average rating, 134 reviewsCountry Cottage
12–19 Apr
Home in Colebrook
4.99 out of 5 average rating, 202 reviewsNorbrook Farm ~ Rustic farmhouse w/ pond & trails
1–8 Apr
Family-friendly apartment rentals
Flat in Lee
4.78 out of 5 average rating, 106 reviewsCozy Berkshire Cottage Style Apartment
4–11 Sep
Flat in Sheffield
4.92 out of 5 average rating, 122 reviewsPrivate Berkshire Barn Apartment
5–12 Dec
Flat in Lenox
4.88 out of 5 average rating, 170 reviewsStation House 1E Private Room & Bath
27 Jul – 3 Aug
Flat in Copake Falls
4.93 out of 5 average rating, 258 reviewsModern Copake Falls Getaway - 8 Mins to Catamount
13–20 Sep
Flat in Sheffield
5.0 out of 5 average rating, 319 reviewsHideaway with Spectacular Berkshire Views
13–20 Dec
Flat in Plainfield
4.95 out of 5 average rating, 237 reviewsSunny carriage house apartment
13–20 Nov
Flat in Canaan
4.98 out of 5 average rating, 104 reviewsWest Main
8–15 Jul
Flat in Plainfield
4.97 out of 5 average rating, 238 reviewsSunny, light filled loft in 1873 Colonial
6–13 Mar
Family-friendly apartment rentals
Apartment in Hudson
4.94 out of 5 average rating, 141 reviewsHarmony Valley Home, bright & inviting 2-BR escape
9–16 Apr
Apartment in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
28 May – 4 Jun
Apartment in Albany
4.89 out of 5 average rating, 161 reviewsElegant, spacious studio apt in historic mansion
19–26 Oct
Apartment in Hancock
4.9 out of 5 average rating, 51 reviewsJiminy Peak Country Inn - ski in/out condo MT view
15–22 Sep
Apartment in Lenox
5.0 out of 5 average rating, 16 reviewsSpacious 3 bedroom apt in Lenox historic downtown
7–14 May
Apartment in Hancock
4.9 out of 5 average rating, 21 reviewsAll-season Berkshires ski resort condo - Sitzmark
19–26 Oct
Apartment in Hancock
4.95 out of 5 average rating, 19 reviewsUpscale 2 bed/2bath Condo at a Mountain Resort!
12–19 Oct
Apartment in Hancock
4.93 out of 5 average rating, 58 reviewsSKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1
20–27 Oct
Quick stats about holiday rentals that are kid-friendly in Monterey
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
840 reviews
Nightly prices starting at
₹7,507 before taxes and fees
Destinations to explore
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